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Kissimmee

$40+ Cheap flights from Virginia to Kissimmee, FL

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/1. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — MCO
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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Cheap flight deals from Virginia to Kissimmee

Keep the following information in mind while searching for Virginia to Kissimmee flight deals. Data was last updated October 29, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$83
(Priceline)

One-way from

$40
(Cheapflightsfares)

Popular in

December

Cheapest in

May

Average price

$200
Provider with most accurate pricing for Norfolk-Orlando (ORL) flight deals.
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Provider most trusted by Cheapflights users for Norfolk-Orlando (ORL) flights.
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From Virginia to Kissimmee
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One-way flight from Virginia to Kissimmee
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Highest demand for flights based on searches. 14% potential increase in price ($30 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Virginia to Kissimmee

Cheapest flights from Virginia to Kissimmee
Explore the most affordable flight options available from Virginia to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 29, 2025.

This Priceline deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1011:53 amRIC - MCO
1 stop5h 46mMultiple Airlines
Fri 11/1410:10 amMCO - RIC
Nonstop1h 59mMultiple Airlines
Deal found 10/27$83
This Cheapflightsfares deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1412:40 pmRIC - MCO
1 stop9h 28mSpirit Airlines
Mon 11/1710:10 amMCO - RIC
Nonstop1h 59mSpirit Airlines
Deal found 10/27$88
This Cheapflightsfares deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/251:57 pmRDU - MCO
Nonstop2h 01mFrontier
Wed 12/313:05 pmMCO - RDU
Nonstop1h 52mFrontier
Deal found 10/27$89
This Cheapflightsfares deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/228:44 amIAD - MCO
Nonstop2h 25mFrontier
Tue 11/255:31 amMCO - IAD
Nonstop2h 14mFrontier
Deal found 10/27$89
This Kiwi.com deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/309:58 pmIAD - MCO
Nonstop2h 35mFrontier
Tue 1/136:20 amMCO - IAD
1 stop5h 25mFrontier
Deal found 10/28$90
This Kiwi.com deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/249:01 pmRIC - MCO
Nonstop2h 05mSpirit Airlines
Wed 11/266:05 pmMCO - RIC
Nonstop2h 01mSpirit Airlines
Deal found 10/28$91
This Expedia deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2011:12 amIAD - MCO
Nonstop2h 26mFrontier
Sun 11/235:31 amMCO - IAD
Nonstop2h 14mFrontier
Deal found 10/28$91
This Kiwi.com deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/139:20 pmIAD - MCO
Nonstop2h 35mMultiple Airlines
Mon 12/1511:05 amMCO - IAD
1 stop4h 05mMultiple Airlines
Deal found 10/27$92
This Kiwi.com deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/118:00 amRDU - MCO
Nonstop1h 56mFrontier
Fri 11/146:50 amMCO - RDU
Nonstop1h 53mFrontier
Deal found 10/27$93
This Cheapflightsfares deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/238:44 amIAD - MCO
Nonstop2h 25mFrontier
Fri 11/285:36 amMCO - IAD
Nonstop2h 14mFrontier
Deal found 10/28$93
This CheapOair deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/179:35 pmRDU - MCO
Nonstop1h 54mFrontier
Thu 11/206:30 amMCO - RDU
Nonstop1h 54mFrontier
Deal found 10/27$94
This CheapOair deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/129:49 pmRIC - MCO
Nonstop2h 20mSpirit Airlines
Fri 12/193:08 pmMCO - RIC
Nonstop1h 59mSpirit Airlines
Deal found 10/27$94

Cheapflights Fare Finder

 
Customize your flight search to find flights from Virginia to Kissimmee that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 29, 2025.
Use the filters below to find and compare flights from Virginia to Kissimmee that are best for you.

Fly from

Virginia

Fly to

Kissimmee

Route

Depart

Return

Price

RaleighOrlando

RDU - MCO

RDUMCO

Raleigh-Durham

Sun 2/1

9:05 pm-10:57 pm

Nonstop1h 52m

Orlando

Fri 2/6

7:05 am-9:05 am

Nonstop2h 00m

$98

RaleighOrlando

RDU - MCO

RDUMCO

Raleigh-Durham

Fri 11/14

9:37 pm-11:24 pm

Nonstop1h 47m

Orlando

Tue 11/18

8:00 am-9:47 am

Nonstop1h 47m

$98

BlountvilleOrlando

TRI - MCO

TRIMCO

Blountville Tri Cities TN/VA

Mon 1/5

5:50 pm-7:40 pm

Nonstop1h 50m

Orlando

Fri 1/9

10:18 am-12:13 pm

Nonstop1h 55m

$98

RaleighOrlando

RDU - MCO

RDUMCO

Raleigh-Durham

Sun 2/8

9:05 pm-10:57 pm

Nonstop1h 52m

Orlando

Mon 2/16

7:05 am-9:05 am

Nonstop2h 00m

$108

RaleighOrlando

RDU - MCO

RDUMCO

Raleigh-Durham

Wed 11/12

3:07 pm-4:54 pm

Nonstop1h 47m

Orlando

Wed 11/19

7:10 am-8:57 am

Nonstop1h 47m

$113

Washington, D.C.Orlando

DCA - MCO

DCAMCO

Washington, D.C. Reagan-National

Thu 1/8

1:00 pm-7:00 pm

1 stop6h 00m

Orlando

Thu 1/8

8:40 pm-10:55 pm

Nonstop2h 15m

$117

Washington, D.C.Orlando

IAD - MCO

IADMCO

Washington, D.C. Dulles Intl

Wed 1/7

6:00 pm-8:33 pm

Nonstop2h 33m

Orlando

Fri 1/9

9:00 am-11:10 am

Nonstop2h 10m

$117

BlountvilleOrlando

TRI - MCO

TRIMCO

Blountville Tri Cities TN/VA

Mon 1/19

5:08 pm-7:03 pm

Nonstop1h 55m

Orlando

Fri 1/23

10:18 am-12:13 pm

Nonstop1h 55m

$117

SalisburyOrlando

SBY - MCO

SBYMCO

Salisbury-Ocean City

Mon 1/12

8:08 pm-10:23 pm

Nonstop2h 15m

Orlando

Fri 1/16

5:13 pm-7:28 pm

Nonstop2h 15m

$118

Washington, D.C.Orlando

DCA - MCO

DCAMCO

Washington, D.C. Reagan-National

Thu 1/8

10:35 am-6:40 pm

2 stops8h 05m

Orlando

Mon 1/12

8:15 am-10:30 am

Nonstop2h 15m

$122

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 60 results
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Best time to book a flight from Virginia to Kissimmee

Have a flexible travel schedule? Discover the best time to fly to Kissimmee from Virginia with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Virginia to Kissimmee

What is the cheapest month to book a flight from Virginia to Kissimmee?

Currently, September is the cheapest month in which you can book a flight from Virginia to Kissimmee (average of $40). Flying from Virginia to Kissimmee in December is currently the most expensive (average of $86). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from VA to K1S?

Find hourly flight availability from Virginia to Kissimmee. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 29, 2025.

When flying from Virginia to Kissimmee, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 6% versus a flight in the morning.

What is the cheapest day to fly from Virginia to Kissimmee?

Use this chart to determine the cheapest time to fly round-trip from Virginia to Kissimmee. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Virginia to Kissimmee flight should consider departing on Tuesday evenings when fares are most often at their lowest. Saturday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Related info for your journey

Find useful and relevant information for your journey from Virginia to Kissimmee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Virginia to Kissimmee?

    Airlines like Breeze Airways, Southwest, and United Airlines fly from Virginia to Kissimmee in about 1h 52m. The time it takes to get you to your destination can typically vary by up to 4h 08m. The distance between Virginia and Kissimmee is about 535 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Virginia to Kissimmee one-way?

    The cheapest airline one-way is Breeze Airways, with whom users have recently found tickets for as low as $49. However, be on the lookout for offers from Spirit Airlines and United Airlines, as they are both options that can get you from Virginia to Kissimmee for a low price.

  • What are the most popular routes from Virginia to Kissimmee?

    When deciding which route to take from Virginia to Kissimmee consider Washington, D.C. Reagan-National - Orlando, Washington, D.C. Dulles Intl - Orlando or Raleigh-Durham - Orlando as they are the most popular.

  • What are the most reliable airlines from Virginia to Kissimmee?

    Before booking your flight to Kissimmee from Virginia, check out the most reliable airlines to get you to your destination on time: Southwest (84%), JetBlue (72%), Azul( 72%).

  • What are the cheapest flights from Virginia to Kissimmee?

    While on average a flight from Virginia to Kissimmee is generally $176, our data shows the cheapest flight currently is $40. When looking at the most popular route, (Washington, D.C. Reagan-National - Orlando), you can expect to pay $102 for that flight.

  • Can I find deals for flights from Virginia to Kissimmee that include hotel bookings?

    Yes. In addition to deals on Virginia to Kissimmee flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Virginia to Kissimmee?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Virginia to Kissimmee.

  • Can I find deals for business class flights from Virginia to Kissimmee?

    Yes. Cheapflights offers flight deals from Virginia to Kissimmee by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Virginia to Kissimmee?

    Currently, September is the cheapest month in which you can book a flight from Virginia to Kissimmee (average of $40). Flying from Virginia to Kissimmee in December is currently the most expensive (average of $86). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Alternative routes for Virginia to Kissimmee

See prices for flight routes from nearby airports that may be better suited for you.
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Top 9 airlines flying from Virginia to Kissimmee

Discover the top 9 airlines that operate flights from Virginia to Kissimmee. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$46Average$168FlexibilityNo cancel feeOn-time65%
FrontierCheapest$50Average$144FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$81Average$132FlexibilityNo cancel feeOn-time88%
Breeze AirwaysCheapest$103Average$220FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$106Average$343FlexibilityNo cancel feeOn-time63%
JetBlueCheapest$117Average$256FlexibilityNo cancel feeOn-time62%
DeltaCheapest$134Average$334FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$166Average$375FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$196Average$406FlexibilityNo cancel feeOn-time69%

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